5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil

Base Information

• Chemical Name: 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil
• CAS No.: 100297-29-8
• Molecular Formula: C₂₈H₂₅N₃O₈
• Molecular Weight: 531.522
• Mol file: 100297-29-8.mol

Synonyms:

Chemical Property of 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil

There total 3 articles about 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-furylglyoxic acid (54280-70-5) → 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil (100297-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 37 percent / ethanol; H₂O / 1 h / -5 °C

2: 57 percent / sodium ethoxide / ethanol; various solvent(s) / 24 h / Heating

3: 1.) hexamethyldisilazane, trimethylsilyl chloride / 1.) acetonitrile, reflux, 1.5 h, 2.) 1,2-dichloroethane, RT, 2.5 h

With chloro-trimethyl-silane; sodium ethanolate; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol; water;

DOI:10.1021/jm00155a035

Reference yield:

3-furfurylglyoxuc acid semicarbazone (100244-28-8) → 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil (100297-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / sodium ethoxide / ethanol; various solvent(s) / 24 h / Heating

2: 1.) hexamethyldisilazane, trimethylsilyl chloride / 1.) acetonitrile, reflux, 1.5 h, 2.) 1,2-dichloroethane, RT, 2.5 h

With chloro-trimethyl-silane; sodium ethanolate; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol;

DOI:10.1021/jm00155a035

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) + 5-(3-furyl)-6-azauracil (100244-29-9) → 5-(3-furyl)-1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-6-azauracil (100297-29-8)

Guidance literature:

With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1.) acetonitrile, reflux, 1.5 h, 2.) 1,2-dichloroethane, RT, 2.5 h;

DOI:10.1021/jm00155a035

upstream raw materials:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

5-(3-furyl)-6-azauracil

3-furylglyoxic acid

3-furfurylglyoxuc acid semicarbazone

Refernces